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An Alternative To Freemium That Worked For HubSpot [video]

In the early days of HubSpot, I somewhat accidentally ended up discovering a new approach to freemium that wasn't really freemium. Here's a short (1 minute 15 second) video clip on what I found that worked brilliantly for HubSpot and helped us drive spectacular early reach.

Simple Frameworks For Success (Full Video + Transcript)

I was recently on The Hustle's "My First Million" podcast with Sam Parr and Shaan Puri. I'm a fan of the show, so it was a lot of fun to be on as a guest. One quick apology before we jump in: I try not to be too braggy -- but I balance that with transparency and openness. Sam and Shaan asked me several questions about what it's like to be a billionaire,...

Happy Birthday, HubSpot! 15 Lessons Over 15 Years

15 years ago today, on June 9, 2006, HubSpot was “officially” started. I say “officially”, because unofficially, I had been noodling on the idea of HubSpot for a couple of years with my co-founder, Brian Halligan while we were both classmates in grad school. I picked the June 9th date, because that’s the official date that I graduated and was no longer...

Why I'm Investing $1 Million In BitClout

  I’ve decided I’m going to invest $1 million in BitClout the blockchain-based, crypto-currency powered social network that is all the rage (at least within some circles). If you don’t know what BitClout is, I think my earlier post “What’s BitClout?” is a decent overview. OK, back to that million dollar thing. To be clear, I’m not buying shares in...

Culture Is A Product You Build For Your People

I’ve been thinking about, talking about and working on culture for at least a decade. (Not counting the 15 years I spent being mostly clueless about culture in my first startup). I've spent hundreds of hours working with the HubSPot team to create the HubSpot Culture Code deck. It has been invaluable for us as we've scaled from a 2 founder startup...

Building Startup Sales Teams: Tips For Founders

First off, just to be clear, I’ve never been a sales person.  I’ve never even played a sales person on TV.  All the points below have been pulled from startup sales teams that I think work pretty well (including the team at CRM software company, HubSpot). Building Startup Sales Teams 1.  Don’t hire sales people too early.  In the early days,...

Startups: Tools Are Bought, Transformations Are Sold

One thing that I wish I had learned earlier in my entrepreneurial career is this: Tools are bought, transformations are sold. Here's a clip of a talk I gave at the SaaStr conference that elaborates on this.     First, let's talk about the difference? What do I mean by tools, and what do I mean by transformations?...

5 Tips For Choosing The Best Domain Name For Your Startup

The following is a guest post by Joe Uddeme the founder of Name Experts. Joe started the company 12 years ago and specializes in complex domain, purchases and sales. I’m a client of Joe and have used him for a number of domain purchases -- but am otherwise not affiliated. I do not make any money should you use Joe’s company. I just found his expertise...

What's BitClout? Late Night Conversations With Myself

Disclaimer: I am not an investment advisor or a lawyer. Don’t invest money (fiat or crypto)  based on anything you read  here.This blog post is for entertainment purposes only. Disclosure: I do not own any shares in BitClout (but would like to). Me: Sorry we haven’t chatted in a while, I’ve been up late nights playing around on BitClout. Other...

A Weird and Wacky Approach To Angel Investing

An Odd Start To My Angel Investing I started my first company at around the age of 24. It was called Pyramid Digital Solutions and it was a CRM (Customer Relationship Management) company in the financial services vertical. I bootstrapped it, ran it for about 10 years and then sold it to a large software company in an all cash, no attachments deal....

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